Lakeville Vacation Rentals

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Vacation Rentals in Lakeville

Interior
Cabin w/3 Acres, Tennis+BBall Courts by 4 Ski Mtns
9.8 out of 10, Exceptional, (32)
"We loved our time, very cozy cabin"
Cabin w/3 Acres, Tennis+BBall Courts by 4 Ski Mtns
7 bedrooms, iron/ironing board, cribs/infant beds, travel crib
The Freeman - Newly Renovated 14K SF Estate on 40 Acres
10.0 out of 10, Exceptional, (29)
"We had a great time at The Freeman! The little touches like fresh fruit and a welcome basket made it even more special for our family getaway."
The Freeman - Newly Renovated 14K SF Estate on 40 Acres
Bar (on property)
Romantic Log Cabin on Privately-Owned Lake with Fireplace
9.8 out of 10, Exceptional, (70)
"We love the place it was even more beautiful and peaceful than we expected .It was home away from home with the most gorgeous view . Ms.Karen was wonderful very welcoming . It was all my partner and I need to get away from stressful week . Thanks again Ms.Karen and p.s we love the ice cream Sunday . We are not only highly recommended but soon we will be back . All the best we are very grateful for this staying ."
Romantic Log Cabin on Privately-Owned Lake with Fireplace
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Exterior
Spectacular Short Term Vacation Rental in Kent
9.6 out of 10, Exceptional, (74)
"For the groomsman it was perfect crazy fun."
Spectacular Short Term Vacation Rental in Kent
Property grounds
Perfect Vacation Get Away - Historical New Marlborough
9.6 out of 10, Exceptional, (49)
"This was our first stop on a long journey from VA to ME, traveling with 2 dogs. It was perfect, the dogs were safe with lots of freedom to roam. What a beautiful, peaceful village and sweet little cottage."
The price is ￥23,549
per night
May 27 - May 28
Perfect Vacation Get Away - Historical New Marlborough
Exterior
COZY LAKE & SKI HOME FOR FAMILY OF 5 - BRING YOUR DOG!
9.8 out of 10, Exceptional, (7)
"We had a great stay while skiing for 2 days at nearby Catamount ski resort. The kitchen and house were fully stocked with all essentials. Netflix access enabled us to enjoy a family movie after a long day of skiing. Cozy house and quiet area.......nice to wake up to hear birds chirping!!"
The price is ￥24,961
per night
May 27 - May 28
COZY LAKE & SKI HOME FOR FAMILY OF 5 - BRING YOUR DOG!
Fridge, microwave, oven, stovetop
Luxury Barn Retreat . Year-Round Paradise. OVER 100 5 STAR REVIEWS!!
10.0 out of 10, Exceptional, (126)
"Great time, beautiful property, host very responsive and helpful. Awesome sound system bring your CDs."
Luxury Barn Retreat . Year-Round Paradise. OVER 100 5 STAR REVIEWS!!
Fridge, microwave, oven, stovetop
Private Estate, Heated YEARROUND Outdoor Pool
10.0 out of 10, Exceptional, (8)
"The pictures simply do not do this place justice, it’s an incredible home. Our friend group was cozy all weekend! We loved the hot tub/pool, the really interesting artwork, the driving range mat and basketball hoop. Plenty of towels and kitchen supplies. The in law apartment (which we didn’t use as sadly part of our group was unable to join us) is attached to the main home and is so cute. We had a small issue upon arrival and the hosts were immediately responsive with us troubleshooting and...
Private Estate, Heated YEARROUND Outdoor Pool
Outdoor dining
Waterview Home in the Berkshires: Near Hiking
9.2 out of 10, Wonderful, (14)
"Lovely house and kind owner. We had a great time. The view is amazing."
Waterview Home in the Berkshires: Near Hiking
TV, fireplace, DVD player, books
Lakefront Berkshires Retreat w/ Deck, Dock & Boat!
7.2 out of 10, Good, (39)
"This house was the perfect get away house for out family! The place was clean and the kitchen well stocked! We had wonderful large family dinners and enjoyed heading into town for meals and fun too. We had the best hikes with are wonderful dog that we got to include, it was a very special week. Great location and the most peaceful and amazing views from the deck and the dock. Would stay here again for sure! Thank you for sharing your home."
Lakefront Berkshires Retreat w/ Deck, Dock & Boat!
TV, DVD player
Peaceful, Post and Beam Loft, Sleeps 9
10.0 out of 10, Exceptional, (8)
"beautifully stay for couples."
Peaceful, Post and Beam Loft, Sleeps 9
Exterior
Antique Farmhouse Totally Restored
10.0 out of 10, Exceptional, (79)
"There were 6 adults and 2 infants in our party, we were in town for our 25 year high school reunion. The house was incredible and the host went above and beyond to make sure we were well taken care of. This place is a hidden gem and deserves all of the praise."
Antique Farmhouse Totally Restored
Smart TV, fireplace, table tennis, stereo
Immaculate waterfront home nestled in the Litchfield hills w/ tons of...
10.0 out of 10, Exceptional, (11)
"We absolutely loved the house! This was the perfect place to bring my adult children together for a weekend away. The rooms were beautiful, beds were super comfortable, and house nicely decorated. There were spots for smaller groups to sit together and hang out or to come together and chat. The hot tub was appealing to my 20somethings but it was rainy- next time!"
Immaculate waterfront home nestled in the Litchfield hills w/ tons of...
Fridge, microwave, oven, stovetop
Great Barrington Get Away
9.6 out of 10, Exceptional, (17)
"Nice, cozy, clean house with character. Great location as we could walk to town. Would stay again for sure."
Great Barrington Get Away
Property grounds
Enjoy a restful stay with fast internet, smart TV and the company of your pet.
9.4 out of 10, Exceptional, (33)
"Very positive."
Enjoy a restful stay with fast internet, smart TV and the company of your pet.
Outdoor dining
Sweet Cozy Victorian in Housatonic. Close to everything.
The price is ￥23,549
per night
May 29 - May 30
Sweet Cozy Victorian in Housatonic. Close to everything.
Fridge, microwave, oven, stovetop
Newly Renovated Family House On Highland Lake with Dock
10.0 out of 10, Exceptional, (18)
"Amazing view. Great price. Great communication."
Newly Renovated Family House On Highland Lake with Dock
Interior
The Great Escape Ski Cottage w/HOT TUB @ Great Barrington
10.0 out of 10, Exceptional, (33)
"A great spot to meetup with our friends and let our kids run around and have a good time. Kid-friendly and nice amenities. A bit on the pricey side, but felt well-taken care of by the host/owner."
The Great Escape Ski Cottage w/HOT TUB @ Great Barrington
Fridge, microwave, oven, stovetop
Great Barrington Walkable to Lake and Town!
10.0 out of 10, Exceptional, (1)
"Hi thanks for a lovely stay - I will absolutely plan to stay again at your lovely place. We had a wonderful stay. I will post this as a review."
Great Barrington Walkable to Lake and Town!
Outdoor dining
Moose Lodge by AvantStay | Luxe Berkshires Escape
10.0 out of 10, Exceptional, (11)
"We had a wonderful time at the Moose Lodge. It was perfect for our family. Very clean, everything we needed and the property managers were extremely communicative. Thank you!"
Moose Lodge by AvantStay | Luxe Berkshires Escape
Don't see what you're looking for?
See all available properties in Lakeville
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Other types of properties in Lakeville you may be interested in

Porch
Interlaken Inn & Resort
3.5 star property
8.0 out of 10, Very Good, (198)
"Experienced what it was like to live on a country estate. Timeless comfort and gorgeous places to walk and felax"
The price is ￥34,381
per night
May 27 - May 28
Interlaken Inn & Resort
Standard Room, 2 Queen Beds, Non Smoking | 1 bedroom, premium bedding, pillowtop beds, desk
Quality Inn
2.5 star property
8.0 out of 10, Very Good, (1001)
"Competively price. Friendly staff."
The price is ￥13,972
per night
May 27 - May 28
Quality Inn
Room, 1 Queen Bed, Non Smoking | Iron/ironing board, free cribs/infant beds, rollaway beds, free WiFi
Monument Mountain Motel
2.5 star property
9.0 out of 10, Wonderful, (597)
"Old style motel but spotlessly clean. I was able to walk to a nearby Mexican restaurant that was excellent. Thank you for a pleasant and relaxing stay!"
The price is ￥10,440
per night
May 27 - May 28
Monument Mountain Motel
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Search for holiday rentals in Lakeville on Expedia! You can easily find your home rentals, villas, holiday apartments in Lakeville using one of the methods below:

  • View our selection of featured holiday rentals in Lakeville
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Look no further and take a look at our great range of rental properties in Lakeville!

Frequently asked questions

Can I find vacation rentals in Lakeville?

Yes, we offer vacation rentals close to well known attractions in Lakeville, or you can select a secluded option if you'd like a relaxing place to stay. Lakeville is known for its restaurants and museums.

What are some of the best vacation home rentals that Lakeville has to offer?

Private Estate, Heated YEARROUND Outdoor Pool: This vacation home rental near Lakeville offers a balcony, a garden, and air-conditioning to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a dishwasher, a fridge, and a stovetop. Make the most of the books in this rental home to help you unwind.

How many vacation rentals will I find in Lakeville?

Expedia has 11 vacation rentals for your stay in Lakeville.

What’s there to see and do in Lakeville?

While exploring the area, visit family-friendly sights like Harney and Sons Tea Tasting Room, or get outside and enjoy nature at Great Falls. Lime Rock Park and Holley-Williams House Museum are other places to visit while you're in town.

What’s a vacation rental in Lakeville like?

A vacation rental is a private property you can book for a few weeks or just a few days in Lakeville. Vacation rentals offer amenities like WiFi and washers and dryers so you'll feel just like you're at home. If you're concerned about a clean environment, vacation rentals can offer a sense of privacy away from shared hotel elevators and lobbies packed with people while still allowing you the experience of travel. You'll also get more space in a vacation rental than in a traditional hotel, which makes a vacation rental a popular choice for family trips.

Recent reviews of Lakeville properties
Expedia verified reviews

Blackberry River Inn

Blackberry River Inn

5/5 Excellent
"Relaxing place to get away "
A verified traveler stayed at Blackberry River Inn
Posted 2 days ago
Blackberry River Inn